How does KAYAK find such low prices on flights from Hawaii to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Hawaii to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$225 CHEAP FLIGHTS from Hawaii to Chicago

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Cheap Flights from Hawaii to Chicago

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Hawaii to Chicago

Fri, Sep 18 - Tue, Sep 22

9:54 pm - 1:29 pmLIH Lihue-ORD Chicago O'Hare Intl

10h 35m1 stop Seattle/Tacoma Intl

12:50 pm - 7:10 pmORD Chicago O'Hare Intl-LIH Lihue

11h 20m1 stop Seattle/Tacoma Intl

$450Delta

Thu, Sep 24 - Wed, Sep 30

9:54 pm - 6:01 pmLIH Lihue-ORD Chicago O'Hare Intl

15h 07m1 stop Seattle/Tacoma Intl

12:50 pm - 7:10 pmORD Chicago O'Hare Intl-LIH Lihue

11h 20m1 stop Seattle/Tacoma Intl

$450Delta

Mon, Nov 9 - Wed, Nov 11

4:12 pm - 11:59 pmOGG Kahului-ORD Chicago O'Hare Intl

27h 47m1 stop Seattle/Tacoma Intl

6:35 pm - 10:37 pmORD Chicago O'Hare Intl-OGG Kahului

32h 02m1 stop Seattle/Tacoma Intl

$466Alaska Airlines

Thu, Oct 22 - Mon, Oct 26

12:35 pm - 5:40 amLIH Lihue-ORD Chicago O'Hare Intl

12h 05m1 stop Seattle/Tacoma Intl

6:00 am - 2:45 pmORD Chicago O'Hare Intl-LIH Lihue

13h 45m1 stop Seattle/Tacoma Intl

$473Alaska Airlines

Sat, Nov 7 - Fri, Nov 13

11:59 pm - 5:40 amHNL Honolulu-ORD Chicago O'Hare Intl

25h 41m1 stop Seattle/Tacoma Intl

6:35 pm - 10:55 pmORD Chicago O'Hare Intl-HNL Honolulu

32h 20m1 stop Seattle/Tacoma Intl

$486Multiple Airlines

Tue, Oct 20 - Wed, Oct 28

11:30 pm - 4:50 pmHNL Honolulu-ORD Chicago O'Hare Intl

12h 20m1 stop Seattle/Tacoma Intl

7:20 am - 2:20 pmORD Chicago O'Hare Intl-HNL Honolulu

12h 00m1 stop San Diego

$486Multiple Airlines

Thu, Nov 5 - Mon, Nov 9

3:15 pm - 11:35 amHNL Honolulu-MDW Chicago Midway

16h 20m1 stop Oakland

10:15 am - 7:30 pmMDW Chicago Midway-HNL Honolulu

13h 15m1 stop Los Angeles

$494Southwest

Wed, Oct 21 - Wed, Oct 28

8:15 am - 5:00 amHNL Honolulu-MDW Chicago Midway

15h 45m1 stop San Jose

6:55 am - 1:15 pmMDW Chicago Midway-HNL Honolulu

11h 20m1 stop Phoenix Sky Harbor Intl

$494Southwest

Thu, Nov 5 - Mon, Nov 9

7:00 pm - 7:27 amHNL Honolulu-ORD Chicago O'Hare Intl

8h 27mnonstop

10:00 am - 3:18 pmORD Chicago O'Hare Intl-HNL Honolulu

9h 18mnonstop

$505American Airlines

Thu, Nov 5 - Sun, Nov 8

7:00 pm - 7:27 amHNL Honolulu-ORD Chicago O'Hare Intl

8h 27mnonstop

10:00 am - 3:18 pmORD Chicago O'Hare Intl-HNL Honolulu

9h 18mnonstop

$505American Airlines

Recent last minute flight deals from Hawaii to Chicago

Wed, Sep 9 - Tue, Oct 13

3:55 pm - 12:25 pmHNL Honolulu-ORD Chicago O'Hare Intl

15h 30m1 stop New York John F Kennedy Intl

12:50 pm - 7:48 pmORD Chicago O'Hare Intl-HNL Honolulu

11h 58m1 stop Seattle/Tacoma Intl

$578Delta

Wed, Sep 9 - Tue, Oct 13

12:35 pm - 8:30 amHNL Honolulu-ORD Chicago O'Hare Intl

14h 55m2 stops Los Angeles Minneapolis St Paul

12:50 pm - 7:48 pmORD Chicago O'Hare Intl-HNL Honolulu

11h 58m1 stop Seattle/Tacoma Intl

$584Delta

Wed, Sep 9 - Tue, Oct 13

12:45 pm - 6:20 amHNL Honolulu-ORD Chicago O'Hare Intl

12h 35m1 stop Seattle/Tacoma Intl

2:21 pm - 8:12 pmORD Chicago O'Hare Intl-HNL Honolulu

34h 51m1 stop San Diego

$608Multiple Airlines

Tue, Sep 8 - Tue, Sep 15

12:30 pm - 1:22 pmHNL Honolulu-ORD Chicago O'Hare Intl

19h 52m1 stop San Diego

3:52 pm - 11:59 pmORD Chicago O'Hare Intl-HNL Honolulu

13h 07m1 stop Seattle/Tacoma Intl

$642Multiple Airlines

Wed, Sep 9 - Wed, Sep 23

1:37 pm - 5:59 amHNL Honolulu-ORD Chicago O'Hare Intl

11h 22m1 stop Los Angeles

6:00 am - 12:05 pmORD Chicago O'Hare Intl-HNL Honolulu

11h 05m1 stop Los Angeles

$650American Airlines

Tue, Sep 8 - Mon, Sep 14

7:00 am - 11:05 pmHNL Honolulu-ORD Chicago O'Hare Intl

11h 05m1 stop Los Angeles

1:58 pm - 8:10 pmORD Chicago O'Hare Intl-HNL Honolulu

11h 12m1 stop Los Angeles

$670United Airlines

Wed, Sep 9 - Tue, Oct 13

1:37 pm - 5:59 amHNL Honolulu-ORD Chicago O'Hare Intl

11h 22m1 stop Los Angeles

6:00 am - 12:36 pmORD Chicago O'Hare Intl-HNL Honolulu

11h 36m1 stop Los Angeles

$682American Airlines

Tue, Sep 8 - Tue, Sep 15

9:00 pm - 1:30 pmHNL Honolulu-MDW Chicago Midway

11h 30m1 stop Las Vegas Harry Reid Intl

10:05 am - 9:25 pmMDW Chicago Midway-HNL Honolulu

16h 20m1 stop San Diego

$682Southwest

Tue, Sep 8 - Mon, Sep 14

8:10 am - 4:30 amHNL Honolulu-MDW Chicago Midway

15h 20m1 stop San Diego

5:40 am - 1:05 pmMDW Chicago Midway-HNL Honolulu

12h 25m1 stop Phoenix Sky Harbor Intl

$735Southwest

Tue, Sep 8 - Sun, Sep 13

8:00 pm - 11:28 amHNL Honolulu-ORD Chicago O'Hare Intl

10h 28m1 stop Denver Intl

10:40 am - 6:30 pmORD Chicago O'Hare Intl-HNL Honolulu

12h 50m1 stop San Francisco

$785United Airlines

Useful Info

Low season	January
High season	December
Cheapest flight	$225

Best time to beat the crowds with an average 30% drop in price.

Most popular time to fly and prices are also 2% lower on average.

Flight from Lihue to Chicago

How does KAYAK find such low prices on flights from Hawaii to Chicago?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Hawaii to Chicago?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Merrillville

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Munster

Schererville

Chesterton

Porter

Monticello

Saint John

Griffith

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$225 Find Cheap Flights from Hawaii to Chicago - Compare and Save

Cheap Flights from Hawaii to Chicago

Recent round-trip flight deals from Hawaii to Chicago

Recent one-way flight deals from Hawaii to Chicago

Recent last minute flight deals from Hawaii to Chicago

Recent direct flight deals from Hawaii to Chicago

Good to know

Low season

High season

Cheapest flight

FAQs for booking flights from Hawaii to Chicago

Traveling to a place near Chicago?

More options for your flight to Chicago

Complete your trip to Chicago with a hotel stay or car rental

Cabin class types available on flights to Hawaii

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Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Flights to other popular destinations

Find deals for your return flight